Synonym
Azinphos-methyl; Azinphosmethyl; azinphos methyl; Guthion;
IUPAC/Chemical Name
3-(dimethoxyphosphinothioylsulfanylmethyl)-1,2,3-benzotriazin-4-one
InChi Key
CJJOSEISRRTUQB-UHFFFAOYSA-N
InChi Code
1S/C10H12N3O3PS2/c1-15-17(18,16-2)19-7-13-10(14)8-5-3-4-6-9(8)11-12-13/h3-6H,7H2,1-2H3
SMILES Code
O=C1N(CSP(OC)(OC)=S)N=NC2=CC=CC=C12
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
317.32
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Agrelo M, Rivadeneira PR, Cossi PF, Cacciatore LC, Kristoff G. Azinphos- methyl causes in Planorbarius corneus toxic effects on reproduction, offspring survival and B-esterases depending on the exposure time. Comp Biochem Physiol C Toxicol Pharmacol. 2019 Mar;217:114-121. doi: 10.1016/j.cbpc.2018.12.002. Epub 2018 Dec 4. PMID: 30528701.
2: Farasati Far B, Asadi S, Naimi-Jamal MR, Abdelbasset WK, Aghajani Shahrivar A. Insights into the interaction of azinphos-methyl with bovine serum albumin: experimental and molecular docking studies. J Biomol Struct Dyn. 2022;40(22):11863-11873. doi: 10.1080/07391102.2021.1968954. Epub 2021 Aug 24. PMID: 34427168.
3: Lorke DE, Nurulain SM, Hasan MY, Kuča K, Petroianu GA. Experimental and Established Oximes as Pretreatment before Acute Exposure to Azinphos-Methyl. Int J Mol Sci. 2021 Mar 17;22(6):3072. doi: 10.3390/ijms22063072. PMID: 33802843; PMCID: PMC8002820.
4: Sultatos LG, Woods L. The role of glutathione in the detoxification of the insecticides methyl parathion and azinphos-methyl in the mouse. Toxicol Appl Pharmacol. 1988 Oct;96(1):168-74. doi: 10.1016/0041-008x(88)90259-1. PMID: 3188022.
5: Pires N, Maiale S, Venturino A, Lascano C. Differential effects of azinphos- methyl and chlorpyrifos on polyamine oxidative metabolism during the embryonic development of Rhinella arenarum and its relation to oxidative stress. Pestic Biochem Physiol. 2020 Feb;163:14-22. doi: 10.1016/j.pestbp.2019.10.007. Epub 2019 Oct 23. PMID: 31973851.
6: National Center for Biotechnology Information (2024). PubChem Compound Summary for CID 2268, Azinphos-methyl. Retrieved July 11, 2024 from https://pubchem.ncbi.nlm.nih.gov/compound/Azinphos-methyl.
